Macrocarquinoids A–C, new meroterpenoids from Sargassum macrocarpum

Hiromi Niwa; Shin ichiro Kurimoto; Takaaki Kubota; Mitsuhiro Sekiguchi

doi:10.1007/s11418-020-01449-y

Macrocarquinoids A–C, new meroterpenoids from Sargassum macrocarpum

Hiromi Niwa, Shin ichiro Kurimoto, Takaaki Kubota, Mitsuhiro Sekiguchi

Research output: Contribution to journal › Article › peer-review

3 Citations (Scopus)

Abstract

Abstract: The production and accumulation of advanced glycation end products (AGEs) have been implicated in diabetes and diabetic complication. This study was conducted as a search for an AGE inhibitor from brown alga, Sargassum macrocarpum. Separation and purification were performed using AGEs inhibitory activity as an index, yielding isolation of 11 meroterpenoids, of which 3 were new compounds: macrocarquinoids A (1), B (6), and C (9). Their structures were elucidated using NMR spectral analysis with 2D techniques. All tested compounds showed AGEs inhibitory activity. Particularly, macrocarquinoid C (9) possessed the strongest activity (IC₅₀: 1.0 mM) of isolated compounds. This activity was stronger than that of aminoguanidine (positive control). Graphic abstract: [Figure not available: see fulltext.].

Original language	English
Pages (from-to)	194-200
Number of pages	7
Journal	Journal of Natural Medicines
Volume	75
Issue number	1
DOIs	https://doi.org/10.1007/s11418-020-01449-y
Publication status	Published - Jan 2021
Externally published	Yes

Keywords

Advanced glycation end products
Brown alga
Meroterpenoid
Sargassum macrocarpum

ASJC Scopus subject areas

Pharmaceutical Science
Drug Discovery
Complementary and alternative medicine
Organic Chemistry

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1007/s11418-020-01449-y

Cite this

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title = "Macrocarquinoids A–C, new meroterpenoids from Sargassum macrocarpum",

abstract = "Abstract: The production and accumulation of advanced glycation end products (AGEs) have been implicated in diabetes and diabetic complication. This study was conducted as a search for an AGE inhibitor from brown alga, Sargassum macrocarpum. Separation and purification were performed using AGEs inhibitory activity as an index, yielding isolation of 11 meroterpenoids, of which 3 were new compounds: macrocarquinoids A (1), B (6), and C (9). Their structures were elucidated using NMR spectral analysis with 2D techniques. All tested compounds showed AGEs inhibitory activity. Particularly, macrocarquinoid C (9) possessed the strongest activity (IC50: 1.0 mM) of isolated compounds. This activity was stronger than that of aminoguanidine (positive control). Graphic abstract: [Figure not available: see fulltext.].",

keywords = "Advanced glycation end products, Brown alga, Meroterpenoid, Sargassum macrocarpum",

author = "Hiromi Niwa and Kurimoto, {Shin ichiro} and Takaaki Kubota and Mitsuhiro Sekiguchi",

note = "Publisher Copyright: {\textcopyright} 2020, The Japanese Society of Pharmacognosy.",

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doi = "10.1007/s11418-020-01449-y",

language = "English",

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T1 - Macrocarquinoids A–C, new meroterpenoids from Sargassum macrocarpum

AU - Niwa, Hiromi

AU - Kurimoto, Shin ichiro

AU - Kubota, Takaaki

AU - Sekiguchi, Mitsuhiro

PY - 2021/1

Y1 - 2021/1

N2 - Abstract: The production and accumulation of advanced glycation end products (AGEs) have been implicated in diabetes and diabetic complication. This study was conducted as a search for an AGE inhibitor from brown alga, Sargassum macrocarpum. Separation and purification were performed using AGEs inhibitory activity as an index, yielding isolation of 11 meroterpenoids, of which 3 were new compounds: macrocarquinoids A (1), B (6), and C (9). Their structures were elucidated using NMR spectral analysis with 2D techniques. All tested compounds showed AGEs inhibitory activity. Particularly, macrocarquinoid C (9) possessed the strongest activity (IC50: 1.0 mM) of isolated compounds. This activity was stronger than that of aminoguanidine (positive control). Graphic abstract: [Figure not available: see fulltext.].

AB - Abstract: The production and accumulation of advanced glycation end products (AGEs) have been implicated in diabetes and diabetic complication. This study was conducted as a search for an AGE inhibitor from brown alga, Sargassum macrocarpum. Separation and purification were performed using AGEs inhibitory activity as an index, yielding isolation of 11 meroterpenoids, of which 3 were new compounds: macrocarquinoids A (1), B (6), and C (9). Their structures were elucidated using NMR spectral analysis with 2D techniques. All tested compounds showed AGEs inhibitory activity. Particularly, macrocarquinoid C (9) possessed the strongest activity (IC50: 1.0 mM) of isolated compounds. This activity was stronger than that of aminoguanidine (positive control). Graphic abstract: [Figure not available: see fulltext.].

KW - Advanced glycation end products

KW - Brown alga

KW - Meroterpenoid

KW - Sargassum macrocarpum

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Macrocarquinoids A–C, new meroterpenoids from Sargassum macrocarpum

Abstract

Keywords

ASJC Scopus subject areas

UN SDGs

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